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3-Nitrophthalic acid

Product Name
3-Nitrophthalic acid
CAS No.
603-11-2
Chemical Name
3-Nitrophthalic acid
Synonyms
3-NPA;o-Nitrophthalic acid;Pomalidomide Impurity 8;3-nitro-1,2-benzenedicarboxylic acid;NSC 3120;AKOS B028734;3-nitrophthalic;3-nitro-phthalate;RARECHEM AL BO 0803;m-Nitrophthalic acid
CBNumber
CB5323089
Molecular Formula
C8H5NO6
Formula Weight
211.13
MOL File
603-11-2.mol
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3-Nitrophthalic acid Property

Melting point:
210 °C (dec.) (lit.)
Boiling point:
350.79°C (rough estimate)
Density 
1.6342 (rough estimate)
vapor density 
7.3 (vs air)
refractive index 
1.5282 (estimate)
storage temp. 
Store below +30°C.
solubility 
water: soluble5%, clear to slightly hazy, colorless to faint yellow or tan
pka
pK1:1.88 (25°C)
form 
Powder
color 
Off-white to light yellow
Water Solubility 
20 g/L (25 ºC)
Decomposition 
216 °C
BRN 
2054269
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
KFIRODWJCYBBHY-UHFFFAOYSA-N
CAS DataBase Reference
603-11-2(CAS DataBase Reference)
NIST Chemistry Reference
3-Nitrophthalic acid(603-11-2)
EPA Substance Registry System
3-Nitrophthalic acid (603-11-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-41
Safety Statements 
26-36/39-37/39-36
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29173980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
369306
Product name
3-Nitrophthalic acid
Purity
95%
Packaging
100g
Price
$59.3
Updated
2024/03/01
Sigma-Aldrich
Product number
137820
Product name
3-Nitrophthalic acid
Purity
99%
Packaging
100g
Price
$145
Updated
2024/03/01
TCI Chemical
Product number
N0243
Product name
3-Nitrophthalic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$31
Updated
2024/03/01
TCI Chemical
Product number
N0243
Product name
3-Nitrophthalic Acid
Purity
>98.0%(HPLC)(T)
Packaging
500g
Price
$140
Updated
2024/03/01
Alfa Aesar
Product number
A14281
Product name
3-Nitrophthalic acid, 95%
Packaging
100g
Price
$48.65
Updated
2024/03/01
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3-Nitrophthalic acid Chemical Properties,Usage,Production

Chemical Properties

Pale yellow crystals. soluble in hot water, methanol, ethanol, slightly soluble in ether, insoluble in chloroform, carbon tetrachloride, carbon disulfide, benzene.

Uses

3-Nitrophthalic Acid is a useful chemical in organic synthesis. It is also an impurity of Apremilast.

Uses

3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

Preparation

Phthalic anhydride was added to concentrated sulfuric acid, stirring under the passage of water vapor heating to 80 °C, fuming nitric acid was added dropwise, the reaction temperature to maintain 100-110°C, add the end of the heat above 110°C for 2h, placed in the overnight pour into the water, and filtered. The filter cake was recrystallized with water to obtain 3-Nitrophthalic acid. Yield of about 30%.

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 2468, 1974 DOI: 10.1021/jo00930a051

General Description

3-Nitrophthalic acid is a degradation product of isoxaben herbicide. It acts as ligand and forms rare-earth complexes.

Safety Profile

A preparative hazard. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise 3-nitrophthalic acid from hot water (1.5mL/g). Dry it in air. The amide has m 201o (from EtOH). [Beilstein 9 H 823, 9 IV 3275.]

3-Nitrophthalic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Nitrophthalic acid manufacturers

Asia Chem I and E (Jiangsu) Co Ltd
Product
3-Nitrophthalic acid 603-11-2
Price
US $12.56/Kg/Drum
Min. Order
25Kg/Drum
Purity
99.5%HPLC
Supply Ability
20tons/month
Release date
2021-09-22
Henan Fengda Chemical Co., Ltd
Product
3-Nitrophthalic acid 603-11-2
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-25
Hebei Duling International Trade Co. LTD
Product
3-Nitrophthalic acid 603-11-2
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2022-10-17

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